Real Estate Investment Properties for Sale in Winnetka, IL
Looking for investment property in Winnetka, IL with high ROI ?
Explore a variety of short-term homes & houses in Winnetka, IL. Invest wisely with VRBO & Winnetka, IL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.
Investment Property for Sale in Winnetka, IL
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
650 Winnetka Mews #310WINNETKA, ILFabulous opportunity to own this 2 Bed/2 Bath condo in sought after Winnetka Mews building... |
2 beds | 2 baths | 1,630 sq.ft. |
$489,000 |
Airbnb cash on cash: -2.97%
|
1159 Chatfield RdWINNETKA, ILBlending timeless elegance with modern sophistication, this stunning 2016 Winnetka home fe... |
5 beds | 4 baths | 4,390 sq.ft. |
$2,295,000 |
Airbnb cash on cash: -0.97%
|
33 Longmeadow RdWINNETKA, IL33 Longmeadow Rd, WINNETKA, IL 60093 | Single Family Residential |
4 beds | 3 baths | 4,681 sq.ft. |
$1,600,000 |
Airbnb cash on cash: -1.02%
|
Real Estate investment in Winnetka, IL
There are 19 properties for sale in the city of Winnetka . The median list price in Winnetka is $1,995,000 and the average price per square foot is $344. In February 2026, the average monthly cash on cash return in Winnetka is -1.00%. The average monthly rental income in Winnetka is $4,499.